Boromycin

For research use only. Not for therapeutic Use.

  • CAT Number: I023621
  • CAS Number: 34524-20-4
  • Molecular Formula: C45H74BNO15
  • Molecular Weight: 879.89
  • Purity: 98%
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Boromycin is a boron-containing macrolide antibiotic that inhibits growth of B. subtilis and induces efflux of potassium ions from B. subtilis without affecting Na+/K+-ATPase activity. It decreases the synthesis of protein, RNA, and DNA in B. subtilis, inhibits the growth of B. halodurans, and inhibits the futalosine pathway of menaquinone synthesis in B. halodurans. Boromycin reverses bleomycin-induced cell cycle arrest at the G2 phase in Jurkat cells. It inhibits replication of the HIV-1 strains LAV-1 and RF and the HIV-2 strain LAV-2 in MT-4 cells. It also inhibits replication of a clinical isolate of HIV-1, strain KK-1, in MT-4 cells and peripheral blood mononuclear cells.


Catalog Number I023621
CAS Number 34524-20-4
Synonyms

Boromycin

Molecular Formula C45H74BNO15
Purity 98%
Target Antibiotic
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name (T-4)-[(1R)-1-[(1S,2R,5S,6R,8R,12R,14S,17R,18S,19R,22S,24Z,28S,30S,33R)-1,2,18,19-tetra(hydroxy-κO)-12,28-dihydroxy-6,13,13,17,29,29,33-heptamethyl-3,20-dioxo-4,7,21,34,35-pentaoxatetracyclo[28.3.1.15,8.114,18]hexatriacont-24-en-22-yl]ethyl D-valinato(4-)]-borate(1-), monohydrogen
InChI InChI=1S/C45H73BNO15/c1-24(2)36(47)39(50)54-27(5)30-16-12-11-13-17-32(48)42(7,8)34-21-19-26(4)45(57-34)38-41(52)56-31-23-29(53-28(31)6)15-14-18-33(49)43(9,10)35-22-20-25(3)44(58-35)37(40(51)55-30)59-46(60-38,61-44)62-45/h11-12,24-38,48-49H,13-23,47H2,1-10H3/q-1/p+1/b12-11+/t25-,26-,27-,28-,29-,30+,31+,32+,33-,34+,35+,36-,37+,38+,44+,45+/m1/s1
InChIKey OOBFYEMEQCZLJL-QAZYKMQESA-O
SMILES C[C@H](CC[C@@H](C(C)([C@H](CC/C=C/C[C@@H]([C@@H](C)OC([C@H](N)C(C)C)=O)O1)O)C)O2)[C@]32[O-][B+3]4([O-][C@]5(O[C@H](C6(C)C)CC[C@H]5C)[C@H](C1=O)[O-]4)[O-][C@H]3C(O[C@H]7C[C@@H](CCC[C@H]6O)O[C@@H]7C)=O.[H+]
Reference

1. Kohno, J., Kawahata, T., Otake, T., et al. Boromycin, an anti-HIV antibiotic. Biosci. Biotech. Biochem. 60(6), 1036-1037 (1996).
2. Pache, W., and Zähner, H. Metabolic products of microorganisms. 77. Studies on the mechanism of action of boromycin. Arch. Mikrobiol. 67(2), 156-165 (1969).
3. Shimizu, Y., Ogasawara, Y., Matsumoto, A., et al. Aplasmomycin and boromycin are specific inhibitors of the futalosine pathway. J. Antibiot. (Tokyo) 71(11), 968-970 (2018).
4. Arai, M., Koizumi, Y., Sato, H., et al. Boromycin abrogates bleomycin-induced G2 checkpoint. J. Antibiot. (Tokyo) 57(10), 662-668 (2004).

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